8 On-Trend Celeb Outfits To Recreate For Fall 2025

The changing of the seasons means that it's time for a whole new wardrobe, and celebrities are leading the way with fall 2025's best looks. From Rihanna to Mindy Kaling, stars are stepping out in unique ensembles marking the arrival of autumn. We're seeing a healthy dose of chocolate brown taking over, in absolutely everything from footwear to coats. We're noting nostalgic accessories, like '90s sunglasses and lots of leather jackets; clearly, that Y2K fascination is still with us, dictating sartorial choices. 

While we're missing summer, fall offers a more unique form of dressing. Outfits often need to be layered to accommodate warm afternoons and unexpectedly chilly evenings. We're reaching for jackets, but still wearing sleeveless. Pencil skirts, like ones worn by Kendall Jenner, still have that hint of summer life, while heavier tops bring balance. It's a fun challenge, and by looking at stylish celebrities who are dressing for fall, we're finding ways to recreate these outfits. 

When Kendall Jenner visited New York City in September 2025 for fashion week, she wore not one but two different pencil skirts, showcasing the versatility and necessity of the wardrobe staple for fall 2025. This version of Jenner's black midi skirt is a great way to recreate her evening look, while a midi ruffle skirt in apricot nails the daytime look. A black silk sleeveless top pairs nicely with both, but especially with the lighter skirt to mimic Jenner's casual day look. Best of all, each version can be paired with a sweater for added warmth. 

Count on Rihanna to lead the charge with something unique for the fall. The expecting mom stepped out in Los Angeles in September 2025 in a playful recreation of a layered look we've all come to love. There are certain tricks to styling a dress over pants to avoid feeling ridiculous, and Rihanna proved that a simple black base is one way to nail it. Recreate Rihanna's impeccable streetwear with a pair of wide leg slouchy track pants with white stripes down the side, and a black crew neck tutu dress. White sneakers and some bold, gold jewelry add the finishing touch. 

Katie Holmes stepped out in Tribeca, New York City, in early September 2025, wearing the most fabulous pair of jeans. Holmes is a true fashion icon (and has shared how she feels about that), so her choice in denim is one we're taking seriously for this fall. Try high-waisted wide-leg jeans with a raw hem, which are a great dupe for Holmes's comfy-looking jeans. Black ankle boots with a small, sensible heel recreate Holmes's choice in footwear. Finally, a cropped navy blue jacket adds the final touch. 

French singer Yseult brought a fresh twist to New York Fashion Week when she strutted her updated take on athleisure in September 2025. She wore a black athletic turtleneck, an asymmetrical olive green skirt, and black and grey running shoes with a small, square handbag. A black, athletic long-sleeve top helps to recreate Yseult's look, as does an olive green, asymmetrical Y2K skirt. For accessories, a Y2K underarm bag in army green mimics Yseult's great street style, and pair it with your favorite sneakers. 

Gigi Hadid strolled in New York in September 2025 wearing creamy loungewear and a pair of brown sneakers. While several heel trends are hot for fall 2025, sneakers are equally essential to a well-rounded wardrobe, and brown is the color to go for. While Hadid wore a pair by Larroudé, there are several variations on this look that get the job done. Simple, chocolate brown lace-up sneakers are a good dupe, as are retro platform sneakers in the shade "brownish." 

Oval sunglasses are the name of the game for fall 2025. Leslie Bibb wore them while out for a New York Fashion Week event, and paired the nostalgic, '90s accessory with a leather jacket and a black leather clutch. These sunglasses, while easy enough to add to any look, suddenly elevate the whole fit. Try retro, oval sunglasses with a wire frame for an easy dupe, and pair them with a vegan leather blazer that mimics Bibb's stylish street look. 

While on a state visit to the United Kingdom, Melania Trump landed in a floor-length trench coat. The belted layer was by Burberry, of course, as a diplomatic nod to a beloved British fashion house. Melania popped the collar and paired the outerwear with sunglasses. Naturally, some might want to recreate this look for fall 2025. An oversized trench coat recreates this look well, and these black, shield sunglasses mimic the signature Melania accessory. 

Mindy Kaling arrived at the Tory Burch show for New York Fashion Week in September 2025 wearing a chocolate brown overcoat with a coordinating brown and black dress. For one, Kaling's use of black and brown as accessorizing tones was a warm, wonderful introduction to fall. Secondly, her incorporation of matching pieces added cohesion to the look. A long, leopard print trench coat channels Kaling's outfit, where a chocolate brown body con dress offers an alternative to Kaling's base layer.